2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

Base Information

Chemical Name:2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester
CAS No.:909554-63-8
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:

Synonyms:2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

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Chemical Property of 2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

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Technology Process of 2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

There total 17 articles about 2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

: 909554-62-7
(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

: 909554-63-8
2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-66-1
(R)-7-(2-Methyl-[1,3]dioxolan-2-yl)-hept-1-en-4-ol

: 909554-63-8
2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: 87 percent / pTosOH / acetone; H₂O / Heating

3: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

4: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

5: 2.68 g / Amberlyst 15 / acetone / 1 h

6: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

7: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

8: LiHMDS / tetrahydrofuran / -78 - 20 °C

9: H₂ / Pd(OH)2/C / tetrahydrofuran

10: 84 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 8: Wittig reaction / 10: Dess-Martin oxidation;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-52-5
(R)-6-Triisopropylsilanyloxy-non-8-en-2-one

: 909554-63-8
2-Methoxy-6-{3-[(2S,6S)-6-((S)-3-methyl-4-oxo-butyl)-tetrahydro-pyran-2-yl]-propyl}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

2: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

3: 2.68 g / Amberlyst 15 / acetone / 1 h

4: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

5: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

6: LiHMDS / tetrahydrofuran / -78 - 20 °C

7: H₂ / Pd(OH)2/C / tetrahydrofuran

8: 84 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 6: Wittig reaction / 8: Dess-Martin oxidation;
DOI:10.1002/ejoc.200600106